Ipso nitration in organic synthesis
Hassan Sepehrmansourie1, Mahmoud Zarei2, Shadpour Mallakpour3
1Faculty of Converging Science and Technologies, University of Qom Qom 37185-359 Iran sepehr9129@yahoo.com.
RSC Advances
|July 9, 2025
Summary
Ipso nitration reactions are key in organic synthesis, enabling the creation of nitro-containing compounds. This review details their mechanisms and broad applications in preparing diverse chemical structures.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Ipso reactions are a class of nitration reactions.
- Nitro structures are vital intermediates in synthetic organic chemistry.
- These reactions involve concerted atom movement in a transition state.
Purpose of the Study:
- To provide a comprehensive overview of ipso reactions.
- To highlight the fundamental concepts and mechanisms of ipso nitration.
- To emphasize the significance of ipso reactions in contemporary organic chemistry.
Main Methods:
- Review of existing literature on ipso nitration reactions.
- Analysis of reaction mechanisms involving concerted atom movement.
- Compilation of examples showcasing the preparation of NO2-containing structures.
Main Results:
- Ipso nitration facilitates the synthesis of NO2-containing structures with various leaving groups.
- Demonstrated utility in preparing molecules with leaving groups like -B(OH)2, -CO2H, -SO3H, -OR, -R, -X, -CHO, -COMe, -CO2Me, -MR3, and -BF3K.
- Ipso reactions are crucial for synthesizing complex organic molecules.
Conclusions:
- Ipso nitration reactions are versatile and impactful in organic synthesis.
- Understanding ipso reaction mechanisms is essential for their application.
- These reactions continue to be widely studied and utilized in organic chemistry.
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